WO2004033394A3 - Critical phase alkylation process - Google Patents

Critical phase alkylation process Download PDF

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Publication number
WO2004033394A3
WO2004033394A3 PCT/US2003/030400 US0330400W WO2004033394A3 WO 2004033394 A3 WO2004033394 A3 WO 2004033394A3 US 0330400 W US0330400 W US 0330400W WO 2004033394 A3 WO2004033394 A3 WO 2004033394A3
Authority
WO
WIPO (PCT)
Prior art keywords
reaction zone
supplied
ethylbenzene
benzene
catalyst
Prior art date
Application number
PCT/US2003/030400
Other languages
French (fr)
Other versions
WO2004033394A2 (en
Inventor
James R Butler
Kevin P Kelly
Original Assignee
Fina Technology
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fina Technology filed Critical Fina Technology
Priority to CA002499590A priority Critical patent/CA2499590A1/en
Priority to AU2003283967A priority patent/AU2003283967A1/en
Priority to EP03776194A priority patent/EP1546071A4/en
Priority to JP2004543026A priority patent/JP2006502215A/en
Publication of WO2004033394A2 publication Critical patent/WO2004033394A2/en
Publication of WO2004033394A3 publication Critical patent/WO2004033394A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02—Monocyclic hydrocarbons
    • C07C15/067—C8H10 hydrocarbons
    • C07C15/073—Ethylbenzene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
    • C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Abstract

A process for the production of ethylbenzene by the ethylation of benzene in the critical phase over a molecular sieve aromatic alkylation catalyst. An aromatic feedstock (32) having a benzene content of at least 90 wt.% is supplied into a reaction zone (38 and 38A) into contact with a zeolite beta alkylation catalyst having a silica/alumina ratio within the range of 20-500, specifically 50­-150. The alkylation catalyst is a zeolite beta specifically a lanthanum-modified zeolite beta. Ethylene (31) is supplied to the reaction zone to provide a benzene/ethylene mole ratio of 1-15. The reaction zone is operated under conditions in which benzene is in the supercritical phase to produce an alkylation product (45) containing ethylbenzene as a primary product with heavier alkylated by-products of no more than 64 wt.% of the ethylbenzene. The alkylation product is recovered from the reaction zone and supplied to a separation and recovery zone (47, 52, 58, and 62) to separate ethylbenzene (60) from a polyalkylated component including diethylbenzene. At least a portion of the polyalkylated component (69) is supplied to a transalkylation reaction zone (65 and 66) containing a molecular sieve transalkylation catalyst. The transalkylation reaction zone contains a zeolite Y catalyst and is operated under liquid phase conditions.
PCT/US2003/030400 2002-10-04 2003-09-25 Critical phase alkylation process WO2004033394A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002499590A CA2499590A1 (en) 2002-10-04 2003-09-25 Critical phase alkylation process
AU2003283967A AU2003283967A1 (en) 2002-10-04 2003-09-25 Critical phase alkylation process
EP03776194A EP1546071A4 (en) 2002-10-04 2003-09-25 Critical phase alkylation process
JP2004543026A JP2006502215A (en) 2002-10-04 2003-09-25 Critical phase alkylation process

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10/269,639 2002-10-04
US10/269,639 US7268264B2 (en) 2002-10-04 2002-10-04 Critical phase alkylation process

Publications (2)

Publication Number Publication Date
WO2004033394A2 WO2004033394A2 (en) 2004-04-22
WO2004033394A3 true WO2004033394A3 (en) 2004-07-01

Family

ID=32042890

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2003/030400 WO2004033394A2 (en) 2002-10-04 2003-09-25 Critical phase alkylation process

Country Status (9)

Country Link
US (2) US7268264B2 (en)
EP (1) EP1546071A4 (en)
JP (1) JP2006502215A (en)
KR (1) KR20050049523A (en)
CN (1) CN1688525A (en)
AU (1) AU2003283967A1 (en)
CA (1) CA2499590A1 (en)
TW (1) TW200505822A (en)
WO (1) WO2004033394A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7371911B2 (en) 2005-02-25 2008-05-13 Fina Technology, Inc. Critical phase alkylation and transalkylation process in the presence of a beta zeolite
EP1780786A4 (en) * 2004-06-07 2009-11-25 Nikon Corp Stage apparatus, exposure apparatus, and exposure method
US8134036B2 (en) * 2008-03-13 2012-03-13 Fina Technology Inc Process for liquid phase alkylation
EP2110368A1 (en) 2008-04-18 2009-10-21 Total Petrochemicals France Alkylation of aromatic substrates and transalkylation process
US8865958B2 (en) 2008-09-30 2014-10-21 Fina Technology, Inc. Process for ethylbenzene production
CA2740021C (en) * 2008-10-10 2013-09-10 Exxonmobil Chemical Patents Inc. Process for producing alkylaromatic compounds
US8455383B2 (en) * 2009-09-28 2013-06-04 Fina Technology, Inc. Process for catalyst regeneration and extended use
CN102701993B (en) * 2012-05-18 2014-01-01 杭州华生医药化工有限公司 A method for preparing 2, 6-diisopropylaniline and device
CN110451521B (en) * 2019-06-21 2020-10-27 合肥派森新材料技术有限公司 Preparation method of Beta molecular sieve and preparation method of SCR catalyst
CN115722256A (en) * 2021-08-30 2023-03-03 中国石油化工股份有限公司 Preparation method of alkylation catalyst, catalyst and application

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4891458A (en) * 1987-12-17 1990-01-02 Innes Robert A Liquid phase alkylation or transalkylation process using zeolite beta

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251897A (en) * 1962-12-20 1966-05-17 Socony Mobil Oil Co Inc Alkylation of aromatic compounds in the presence of an alumino-silicate catalyst
US3308069A (en) 1964-05-01 1967-03-07 Mobil Oil Corp Catalytic composition of a crystalline zeolite
US4185040A (en) 1977-12-16 1980-01-22 Union Oil Company Of California Alkylation of aromatic hydrocarbons
DE3020698A1 (en) * 1980-05-31 1982-05-19 Kurt Prof. Dr. 8000 München Dialer METHOD FOR RESTORING OR MAINTAINING THE ACTIVITY OF HETEROGENEOUS CATALYSTS FOR NORMAL AND LOW PRESSURE REACTIONS
EP0159846B1 (en) 1984-04-16 1989-07-19 Mobil Oil Corporation Preparation of zeolite beta
US4642226A (en) 1984-04-16 1987-02-10 Mobil Oil Corporation Process for the preparation of zeolite Beta using dibenzyldimethylammonium ions and the product produced
AU575451B2 (en) 1984-12-27 1988-07-28 Mobil Oil Corporation Catalytic cracking of paraffinic feedstocks with zeolite beta
US4774379A (en) 1987-06-09 1988-09-27 Cosden Technology, Inc. Aromatic alkylation process
US5744673A (en) 1988-03-30 1998-04-28 Uop Activated zeolite beta and its use for hydrocarbon conversion
DE69201741T3 (en) 1991-04-05 2003-11-13 Fina Technology Modified zeolite alkylation catalyst and process of use.
GB9620745D0 (en) 1996-10-04 1996-11-20 Swan Thomas & Co Ltd Alkylation and acylation reactions
US5847255A (en) * 1997-05-21 1998-12-08 Fina Technology, Inc. Gas phase alkylation-liquid phase transalkylation process
US6043402A (en) 1997-06-16 2000-03-28 Uop Llc Method for minimizing diarylalkane formation in alkylation-transalkylation process using zeolite beta
US5907073A (en) 1998-02-24 1999-05-25 Fina Technology, Inc. Aromatic alkylation process
TW572784B (en) * 2000-10-18 2004-01-21 Fina Technology Silica-supported alkylation catalyst
US6376729B1 (en) 2000-12-04 2002-04-23 Fina Technology, Inc. Multi-phase alkylation process

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4891458A (en) * 1987-12-17 1990-01-02 Innes Robert A Liquid phase alkylation or transalkylation process using zeolite beta

Also Published As

Publication number Publication date
CA2499590A1 (en) 2004-04-22
EP1546071A2 (en) 2005-06-29
KR20050049523A (en) 2005-05-25
EP1546071A4 (en) 2010-03-10
WO2004033394A2 (en) 2004-04-22
US20080058567A1 (en) 2008-03-06
TW200505822A (en) 2005-02-16
AU2003283967A1 (en) 2004-05-04
US20040068152A1 (en) 2004-04-08
AU2003283967A8 (en) 2004-05-04
US7268264B2 (en) 2007-09-11
CN1688525A (en) 2005-10-26
JP2006502215A (en) 2006-01-19

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